Brook Rearrangement

Schematic representation of the Brook Rearrangement.
Mechanism of the Brook Rearrangement
Mechanism of the Brook Rearrangement
Sample reactions
intermediate structure
TMS2NNa, CuBr.Me2S
NMP
0 to 65 °C, 95 min, 10%
intermediate structure
intermediate structure
n-BuLi, Tf2O
-100 to -80 °C, 30 min, 74% (2 steps)
intermediate structure